Open AccessCover Picture: Sterically Demanding Unsymmetrical Diaryl‐λ 3 ‐iodanes for Electrophilic Pentafluorophenylation and an Approach to α‐Pentafluorophenyl Carbonyl Compounds with an All‐Carbon Stereocenter (ChemistryOpen 6/2014)
Author(s) -
Matsuzaki Kohei,
Okuyama Kenta,
Tokunaga Etsuko,
Shiro Motoo,
Shibata Norio
Publication year - 2014
Publication title -
chemistryopen
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201480601
Subject(s) - steric effects , electrophile , stereocenter , halogen , chemistry , reagent , fluorine , amide , organic chemistry , combinatorial chemistry , catalysis , alkyl , enantioselective synthesis
The cover picture shows the Japanese painting “Genshi‐Chi” (“Primitive Land”) by Mami Shibata: our state‐of‐the‐art reagent for pentafluorophenylation is realized by the cooperation of the halogens fluorine and iodine—elements from the primitive Earth. In the study, sterically demanding unsymmetrical pentafluorophenyl‐triisopropylphenyl‐λ 3 ‐iodane was developed as an effective reagent for the electrophilic pentafluorophenylation of various β‐keto esters and a β‐keto amide. 17 examples of α‐pentafluorophenylated 1,3‐dicarbonyl compounds with quaternary carbon centers are provided. For more details, see the Communication by Norio Shibata on 10.1002/open.201402045 ((p. 233 ff.))